2009: Naomi Watts

For fashionistas, the Oscars bring an end to an almost flawless red carpet season. The stars shine in gorgeous gowns, from nude metallics and white glitter to strapless tulips and plunging necklines. Whether you thought they were the best or worst dressed, these celebrities took enormous fashion risks on the biggest night of the year. Thank god for that, since the Academy Awards would be a sea of forgettable gowns without them.

Naomi Watts is a regular presence on the red carpet, and her style is usually a hit or miss. However, what we always love about her is that she is always willing to take a risk. At the 2019 Oscars red carpet, Watts wore an exquisite strapless golden gown, and her stylist, Jeanann Williams, could take all the credit. With her lovely blonde hair in loose waves, the glowing actress channeled Hollywood elegance back then.